Homes in ZIP Code 33042

• 

  

  

  /37

  Est $1,007,177

  Not Listed For Sale

  81 Coral Ave, Summerland Key, FL 33042

  • 2 Beds
  • 3 Baths
  • 1,535 Sq Ft
  • Built 1988

  81 Coral Ave, Summerland Key, FL 33042

  Last Sold Summary

  • 13 Days On Market
• 

  

  

  /13

  $450,000

  $92K PRICE DROP

  • Land
  • 6,969 Sq Ft
  • $2,812,500 per Acre

  1147 Basque Ln, Cudjoe Key, FL 33042

  BUILDING & DOCK PERMITS IN HAND for this Buildable Vacant Lot! This proposed engineered house is a large 2,132 Sq Ft 2 story plus 1,066 w/ potential parking & storage below at ground level. Current design and engineering calls for 4 Bedrooms 3.5 Baths with 4 Exterior Balcony/Decks providing approximately 450 Sq Ft of additional space for Open Water Views plus the house will also have Open Water

  Brad Baker Key to the Keys Real Estate, Inc

  1147 Basque Ln, Cudjoe Key, FL 33042
• 

  

  

  /34

  $762,000

  Sold Jan 22, 2026

  726 Jamaica Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1986

  Last Sold Summary

  • 15% Below List Price
  • $486/SF
  • 325 Days On Market

  Current Estimated Value $797,856

  Last Listing Agent Natallie Liz Expert Realty LLC (HQ)

  726 Jamaica Ln, Summerland Key, FL 33042
• 

  

  

  /34

  Est $804,796

  Not Listed For Sale

  28551 Buccaneer Rd, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft
  • Built 1976

  28551 Buccaneer Rd, Summerland Key, FL 33042

  Last Sold Summary

  • 48 Days On Market
• 

  

  

  /13

  $5,357

  • 2 Beds
  • 2.5 Baths
  • 1,080 Sq Ft

  28513 Channel View Dr, Little Torch Key, FL 33042

  This is a waterfront 3 story, 2 bedroom, 2.5 bathroom unfurnished or furnished townhome for rent on a year lease. It is located in the community of Little Torch Cottages in Little Torch Key between Marathon and Key West. It has stainless steel appliances, full size front load stackable washer and dryer, tile floors, hurricane windows and doors, 3 balconies, 2 heated community pools, 24 hour

  Joseph Danieli AKT Realty LLC

  28513 Channel View Dr, Little Torch Key, FL 33042
• 

  

  /26

  $1,060,000

  Sold May 06, 2026

  27350 Barbados Ln, Ramrod Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 2016

  Last Sold Summary

  • 10% Below List Price
  • $1,004/SF
  • 195 Days On Market

  Current Estimated Value $1,054,195

  Last Listing Agent Jonathan Minerick Homecoin.com

  27350 Barbados Ln, Ramrod Key, FL 33042
• 

  

  /45

  Est $2,058,287

  Not Listed For Sale

  20942 6th Ave W, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 2,772 Sq Ft
  • Built 1994

  20942 6th Ave W, Summerland Key, FL 33042

  Last Sold Summary

  • 42 Days On Market
• 

  /2

  $105,000

  • Land
  • 6,098 Sq Ft
  • $750,000 per Acre

  0 Vacant Land Unit 620095, Sugarloaf Key, FL 33042

  ROGO Lots - 6 Dedication Points. Three parcels eligible for donation to Monroe County, providing a total of 6 dedication points toward a future building permit within Monroe County. Buyer to independently verify the dedication process, eligibility requirements, and point allocation with Monroe County.

  Jenna Stauffer Ocean Sotheby's International Realty

  0 Vacant Land Unit 620095, Sugarloaf Key, FL 33042
• 

  

  /47

  $1,375,000

  Sold May 20, 2026

  16823 E Point Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2.5 Baths
  • 1,740 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Below List Price
  • $790/SF
  • 46 Days On Market

  Current Estimated Value $1,454,000

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

  16823 E Point Dr, Summerland Key, FL 33042
• 

  

  /43

  Est $1,101,392

  Not Listed For Sale

  17055 Kingfish Ln W, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 1988

  17055 Kingfish Ln W, Summerland Key, FL 33042

  Last Sold Summary

  • 38 Days On Market
• 

  

  /60

  $799,000

  $88K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042

  ********Nightly Licensed Transient Rental!!!******** This amazing, two bedroom / one bathroom, open water front views , nightly transient rental is ready for you to enjoy both the beauty of this location and the income off the nightly rental license. The floor plan makes the open water views as its main focus. Cook the catch of the day overlooking the waters that you just caught that prized fish

  Bobby Coe RE/MAX Keys Connection (KW)

  701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
• 

  

  /40

  $1,115,000

  Sold Sep 10, 2025

  28552 Maracaibo Rd, Little Torch Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 988 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $1,129/SF
  • 8 Days On Market

  Current Estimated Value $1,148,414

  Last Listing Agent Teri Hiller Coldwell Banker Schmitt Real Estate Co.

  28552 Maracaibo Rd, Little Torch Key, FL 33042
• 

  

  /50

  Est $957,746

  Not Listed For Sale

  17396 Jamaica Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • Built 1992

  17396 Jamaica Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 1 Day On Market
• 

  

  /40

  $689,000

  • 1 Bed
  • 1 Bath
  • 820 Sq Ft

  2231 Middle Torch Rd, Summerland Key, FL 33042

  Imagine having the freedom to create your own secluded retreat in the heart of the Lower Florida Keys. This remarkable offering includes two adjacent 2.5-acre parcels, combining for approximately 5 acres--an exceptionally rare amount of land in the Florida Keys. Existing improvements include two separate residences, each offering one bedroom and one bathroom. One parcel is improved with a

  Justyn Ewald Expert Realty LLC

  2231 Middle Torch Rd, Summerland Key, FL 33042
• 

  

  /42

  $775,000

  Sold Oct 01, 2025

  22988 Port Royal Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,122 Sq Ft
  • Built 1998

  Last Sold Summary

  • 6% Below List Price
  • $691/SF
  • 68 Days On Market

  Current Estimated Value $804,441

  Last Listing Agent Walter Ceballos, P.A. Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  22988 Port Royal Ln, Summerland Key, FL 33042
• 

  

  /74

  Est $3,012,672

  Not Listed For Sale

  22572 Jolly Roger Dr, Summerland Key, FL 33042

  • 6 Beds
  • 4 Baths
  • 3,225 Sq Ft
  • Built 1963

  22572 Jolly Roger Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 313 Days On Market
• 

  

  /41

  $949,000

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  342 Spanish Main Dr, Summerland Key, FL 33042

  Welcome to 342 Spanish Main Drive, a beautiful canal-front home in the heart of Cudjoe Key, offering the perfect combination of waterfront living, modern comfort, and laid-back Florida Keys charm. This two-story residence features 3 bedrooms and 2 full bathrooms, thoughtfully designed for both everyday living and relaxing island escapes. The bright, open interior is move-in ready and includes a

  Monika Rydzak eXp Realty LLC KW Branch

  342 Spanish Main Dr, Summerland Key, FL 33042
• 

  

  /77

  $2,500,000

  Sold Jul 15, 2025

  943 Flagship Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 2001

  Last Sold Summary

  • 7% Below List Price
  • $1,395/SF
  • 121 Days On Market

  Current Estimated Value $2,564,260

  Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  943 Flagship Dr, Summerland Key, FL 33042
• 

  

  /40

  Est $1,055,505

  Not Listed For Sale

  22983 Anne Bonny Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1986

  22983 Anne Bonny Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 109 Days On Market
• 

  

  /21

  $459,000

  $16K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 668 Sq Ft

  701 Spanish Main Dr Unit 246, Cudjoe Key, FL 33042

  Ocean-View Retreat in Gated Waterfront Community on Cudjoe Key!NIGHTLY RENTALS ALLOWEDWelcome to your slice of paradise in the heart of the Florida Keys. This well-maintained 1-bedroom, 1-bathroom waterfront home is located inside the highly desirable, gated community of Venture Out, offering ocean views, direct boating access, and a plethora of amenities just steps away.The home features

  Lanny Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 246, Cudjoe Key, FL 33042
• 

  

  /6

  $1,400,000

  Sold May 28, 2026

  17195 Hibiscus Ln W, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1987

  Last Sold Summary

  • $1,080/SF
  • 0 Days On Market

  Current Estimated Value $1,214,236

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  17195 Hibiscus Ln W, Summerland Key, FL 33042
• 

  

  /6

  Est $674,188

  Not Listed For Sale

  79 Coral Ave, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 2004

  79 Coral Ave, Summerland Key, FL 33042

  Last Sold Summary

  • 32 Days On Market
• 

  

  /61

  $639,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042

  Spectacular peekaboo open water views abound with this updated 2 bed/2 bath canal front home with 35 foot seawall. Located in a gated community with tons of amenities. New kitchen w/Caesar quartz countertops, full backsplash, new stainless steel appliances, Koehler sink, modern, white cabinets with an abundance of storage, including a large center Island. Open concept floor plan with open water

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042
• 

  

  /38

  $1,600,000

  Sold Feb 06, 2026

  27314 Saint Lucie Ln, Ramrod Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,666 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Below List Price
  • $960/SF
  • 109 Days On Market

  Current Estimated Value $1,625,662

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  27314 Saint Lucie Ln, Ramrod Key, FL 33042
• 

  

  /40

  Est $831,843

  Not Listed For Sale

  27337 Tobago Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1958

  27337 Tobago Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 7 Days On Market
• 

  

  /43

  $750,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  27024 Shannahan Rd, Summerland Key, FL 33042

  Well-maintained elevated home offering the perfect combination of comfort, functionality, and peace of mind. Built above flood elevation, this move-in-ready property features an open-concept floor plan with spacious living and dining areas, durable flooring throughout, and a bright kitchen with abundant cabinetry, stainless steel appliances, and generous counter space. The covered and screened

  Jenna Stauffer Ocean Sotheby's International Realty

  27024 Shannahan Rd, Summerland Key, FL 33042
• 

  

  /55

  $1,035,000

  Sold Apr 01, 2026

  231 W Indies Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,377 Sq Ft
  • Built 1990

  Last Sold Summary

  • 4% Below List Price
  • $752/SF
  • 173 Days On Market

  Current Estimated Value $1,061,843

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

  231 W Indies Dr, Summerland Key, FL 33042
• 

  /2

  Est $2,584,723

  Not Listed For Sale

  20820 7th Ave W, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 1972

  20820 7th Ave W, Summerland Key, FL 33042
• 

  

  /65

  $1,595,000

  • 3 Beds
  • 3 Baths
  • 2,022 Sq Ft

  887 Bay Dr, Summerland Key, FL 33042

  Priced at Current appraised value, this 3-bedroom, 3-bath concrete fortress on deep water canal (5' draft) is located in the highly sought-after Summerland Cove with quick access to both the Gulf and Atlantic--just a 15-minute boat ride to open ocean--this home is a true boater's paradise. Additionally, enjoy Airstrip rights as part of the Summerland Airport community. Set on a generous 75' x

  Amy Hanson Realty Executives Florida Keys Summerland Branch

  887 Bay Dr, Summerland Key, FL 33042
• 

  

  /19

  $595,000

  Sold Jun 02, 2026

  27147 Dolphin Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1991

  Last Sold Summary

  • 8% Below List Price
  • $539/SF
  • 50 Days On Market

  Current Estimated Value $637,620

  Last Listing Agent Robin Nilsson Keller Williams Key West Compass Realty

  27147 Dolphin Rd, Summerland Key, FL 33042
• 

  

  /48

  Est $1,000,115

  Not Listed For Sale

  27342 Anguila Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1976

  27342 Anguila Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 36 Days On Market
• 

  

  /42

  $849,000

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft

  937 Loggerhead Ln, Summerland Key, FL 33042

  Opportunities like this are hard to find in the Lower Keys--this fully renovated 3-bedroom, 2-bath home sits on a generous half-acre lot in the highly desirable Sugarloaf Key area, offering space, privacy, and modern upgrades throughout. Designed for easy coastal living, the home features durable Hardie board siding, a long-lasting metal roof, tile flooring throughout, and an energy-efficient

  Richard Haskins Buy The Keys

  937 Loggerhead Ln, Summerland Key, FL 33042
• 

  

  /73

  $4,150,000

  Sold Jun 30, 2026

  421 La Fitte Rd, Little Torch Key, FL 33042

  • 3 Beds
  • 4 Baths
  • 4,200 Sq Ft
  • Built 2016

  Last Sold Summary

  • 8% Below List Price
  • $988/SF
  • 86 Days On Market

  Current Estimated Value $4,387,886

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  421 La Fitte Rd, Little Torch Key, FL 33042
• 

  

  /68

  Est $2,607,325

  Not Listed For Sale

  531 Seminole Dr, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,604 Sq Ft
  • Built 1985

  531 Seminole Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 57 Days On Market
• 

  

  /3

  $179,000

  $20K PRICE DROP Pending

  • Land
  • 4,791 Sq Ft
  • $1,627,273 per Acre

  Lot 32 Caloosa St, Sugarloaf, FL 33042

  Lot with ROGO letter for 5 points. Not ROGO exempt, use points towards building on another lot or contact the Monroe County Planning Department for information about building on this lot or how to use these points. Tier 3 AE11. Contact Monroe County to verify all information. ROGO letter available upon request.

  Pamela Stangler MMLS Assoc.-Inactive Member

  Lot 32 Caloosa St, Sugarloaf, FL 33042
• 

  

  /35

  $669,000

  Sold Oct 24, 2025

  28212 Gato Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,077 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $621/SF
  • 80 Days On Market

  Current Estimated Value $714,026

  Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  28212 Gato Rd, Summerland Key, FL 33042
• 

  

  /30

  Est $2,314,280

  Not Listed For Sale

  17082 Starfish Ln W, Summerland Key, FL 33042

  • 6 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • Built 1988

  17082 Starfish Ln W, Summerland Key, FL 33042

  Last Sold Summary

  • 38 Days On Market
• 

  

  /46

  $899,000

  $150K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  288 Spanish Main Dr, Summerland Key, FL 33042

  MAJOR PRICE IMPROVEMENT -- AN EXCEPTIONAL VALUE FOR A BEAUTIFULLY UPDATED CUDJOE KEY CANAL-FRONT HOME! This updated 3-bedroom, 2-bath canal-front home on Cudjoe Key offers approximately 60 feet of concrete dockage directly behind the property, with plenty of room for your boat and convenient access to Gulf and Atlantic waters for fishing, diving, sandbar trips, and cruising the Lower Keys. The

  Richard Haskins Buy The Keys

  288 Spanish Main Dr, Summerland Key, FL 33042
• 

  

  /12

  $650,000

  Sold Jul 08, 2026

  0 Dominica Ln Unit 615842, Ramrod Key, FL 33042

  • Land
  • 12,632 Sq Ft
  • $2,241,379 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 308 Days On Market

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  0 Dominica Ln Unit 615842, Ramrod Key, FL 33042
• 

  /2

  Est $979,663

  Not Listed For Sale

  17174 Kingfish Ln W, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft
  • Built 1975

  17174 Kingfish Ln W, Summerland Key, FL 33042

Showing Results 361 - 400, Page 10 of 18